Potassium Carbonate → 1-{3-Cyclopropyl-2-[2-methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one

HRID 628478ノート

反応式

HRID 628478 の反応式
Br[CH2:2][C:3]1[C:8]([CH:9]2[CH2:11][CH2:10]2)=[CH:7][CH:6]=[CH:5][C:4]=1[N:12]1[C:16](=[O:17])[N:15]([CH3:18])[N:14]=[N:13]1.[CH3:19][C:20]1[CH:25]=[C:24]([N:26]2[C:30]([CH3:31])=[C:29]([CH3:32])[C:28]([CH3:33])=[N:27]2)[CH:23]=[CH:22][C:21]=1[OH:34].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:9]1([C:8]2[C:3]([CH2:2][O:34][C:21]3[CH:22]=[CH:23][C:24]([N:26]4[C:30]([CH3:31])=[C:29]([CH3:32])[C:28]([CH3:33])=[N:27]4)=[CH:25][C:20]=3[CH3:19])=[C:4]([N:12]3[C:16](=[O:17])[N:15]([CH3:18])[N:14]=[N:13]3)[CH:5]=[CH:6][CH:7]=2)[CH2:11][CH2:10]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 898757781-(2-Bromomethyl-3-cyclopropylphenyl)-4-methyl-1,4-dihydrotetrazol-5-oneHCID 118236550Methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenol

生成物 1

HCID 1182714141-{3-Cyclopropyl-2-[2-methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-(2-bromomethyl-3-cyclopropylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one (described in Reference Preparation example 2) δ0 g, 2-methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenol (described in Reference Preparation example 20) 0.36 g, potassium carbonate 0.29 g and acetonitrile 15 ml was stirred with heating under reflux for seven hours. After cooling to room temperature, the reaction mixture was filtered, and the filtrate was then concentrated. The resulting residue was subjected to a silica gel column chromatography to give 1-{3-cyclopropyl-2-[2-methyl-4-(3,4,5-trimethyl-pyrazol-1-yl)-phenoxymethyl]-phenyl}-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Present compound 2”) δ1 g.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for seven hours
  3. filtrationthe reaction mixture was filtered
  4. concentrationthe filtrate was then concentrated

出典と根拠

ORDレコード
ord-78f7951acee647c8b8e591312ded0054
出典データセット
uspto-grants-2016_04
特許番号
US09314023B2

反応ノート

読み込み中…